Holiday rentals with outdoor seating in Guilford

We loved our weekend stay in Greenport. The cottage was cozy and well stocked. Had more than enough tools for quick snacks and loved the various ways to make our morning coffee. Walkable to downtown village bars/restaurants/sites. Dozens of wineries within a 15 minute drive. Would love to visit again!

Maher’s house was an amazing peaceful experience. I enjoyed my time there and he had great recommendations to restaurants and activities! He was very responsive with all questions we had. I will totally stay here in the future if I can get the chance again!! Thank you Maher!!

Laurie is a wonderful and generous host. Though we did not take advantage of it, she let us know that early check-in was possible on our arrival date. When we did arrive, we were greeted with a lovely care package of treats, including excellent treats for our dog. Really nice touches, and much appreciated. The space is clean and spacious, free of clutter, with a nice kitchen. We are especially grateful for pet-friendly hosts, and Laurie's place was truly excellent. Even non-pet people should find the space very suitable. There are no signs that other dogs had stayed there, the space, furniture and linens are all very clean. Great host, great place!

We had such a wonderful stay here over New Years. Like many other reviews have stated, pictures do not do this home justice. It’s so much larger and more spread out than we expected. Perfect layout for two couples where we each felt like we had our own place, with plenty of cozy spaces to hang out too. The kitchen is SO well equipped for anything and everything. Beds and sofas were super comfortable and the we loved all of the charming touches of this historical home. The location is fantastic too. Walking distance to everything you could need and a quick drive to so many beautiful areas. I can imagine spending hours in the backyard when the weather is warmer too!

Sue is a very nice and responsible host. Thank you for everything!

We spent a beautiful family Christmas at Paul’s place meeting there, Christmas Day with Son, toddler grandson, and 100 pound dog. We arrived an hour early (coming from four states away with the hound) and there was a little tension about getting the code to get into the property but got in at check in time and were greeted by a beautifully kitted out pristine and cozy home at which to spend our Christmas together. The grandson loved toddling around and the dog meandered happily in the fenced in yard. Paul advised us to turn on the gas fireplace, which we did and a lovely time was had by all. There was nothing lacking in the place, bedding and beds were very comfortable, and we are definitely planning to come back for another visit someday. I can’t say enough about Southold in the entire North Fork area. It’s charming, has lots of farms and vineyards and cute boutiques and such but it’s not over built like so many other areas.

Our family spent a lovely weekend at Anne’s cottage. It was charming, comfortable and exactly as pictured. Communication was timely and thoughtful. The close proximity to the beach makes this location extra special and we appreciated the availability of off street parking. We would not hesitate to book again!

We stayed here in the entire home for a wedding weekend. Both units were fabulous and Cole was very responsive when we had an issue with the key pad. The bride

We had an amazing stay ! The view was absolutely stunning and made our time there even more special We had everything we needed, and we felt right at home. Kevin was very responsive and quick to help whenever we had questions, making our stay even more enjoyable. Highly recommend this spot for anyone looking for a comfortable and scenic getaway.

Molly's place was GREAT--a total gem for the area. The vibe and layout of the space was sunny, peaceful, and super welcoming. Easily one of my favorite AirBnB's ever--we will definitely be back! The kitchen had everything we needed and the whole apartment felt spacious and roomy, yet cozy. The backyard area is gorgeous! Even though the house is right on main street, the sound isolation was great and we slept well every night we were there (the most comfortable bed EVER also helped). We miss this place already!!

Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.

Our 3 time staying at Amanda’s home. Beautiful and spacious within walking distance to village. Looking forward to coming back next year!

Great spot! Very walkable. It's also a great layout if traveling with small children - there is a separate meditation room upstairs that was perfect for setting up our travel cribs. Would stay again!

This was a first time experience staying in an Airbnb, and I must say this was an amazing experience. Top tier from the communication that was provided, to instructions and the apartment was beautiful. I felt like home, felt peace and quiet. It had everything you need and more. Everything was clean and spotless. I feel very safe and secure. Amazing just wow. I highly recommend it and look forward to staying again in the future.

Traci’s place is a gem 💎! It was just as described plus more! It felt like you were tucked away in a winter wonderland forest because I was there during a snow storm. Traci even went above and beyond because she salted the ground and made sure it was clear and safe. The faucet water is filtered at this house which was a luxury for me! The bed was a dream to sleep on, and the propane heat made it nice and cozy inside! Perfect for a peaceful getaway or to catch up on much needed work because the wifi was fast. Also please check out the pizza place right around the corner, it’s absolutely delicious with great service!

My girlfriends and I stayed for a girls’ weekend. The place was so clean and lots of personal touches. Beautiful flowers and a well stocked kitchen. We even had yummy chocolates available to us. The beds and lines were very comfortable. Fun games and lots of books and magazines to choose from. The home had a lot of character and antique charm. It is a quick walk to restaurants and shops. We had dinner at the Red Door and would highly recommend. Deep River roasters was our destination for breakfast. Coffee was sensational. And bagels tasty. Liz was so responsive, kind, and helpful for any questions we had. We will definitely be returning to stay.

I enjoyed my stay at Erin’s place, it was very beautiful and clean,she left helpful instructions and was always responsive,the location is perfect with food options close by and not to mention on site food options as well . I would definitely recommend Erin’s place for a comfortable yet luxurious experience,thank you again!

My husband and I stayed at Kim’s place for a long weekend and really enjoyed our time there. We used the community hot tub several times, it was very relaxing! We had no issues using the fire place or the tv. Everything was as described. Every time I had a question I received a quick response. We would definitely recommend and will hopefully stay there again. Thank you, Melissa

Nice place to stay, close to the main highway.

Lovely stay in greenport! Short drive from major north fork activities. Can imagine its even better during the busy season!

Christina, your condo was perfect. My wife and I had a great time..just as described. Your condo was very clean and smelled amazing. It was a perfect location from both clubhouses, the inn and spa as well as the Mohegan sun. We can wait to return. Thanks again.

This is by far one of the best Airbnbs I’ve ever rented. The place was so perfect for Valentines Day weekend. Krista was extremely sweet, very considerate, and always responsive. There were so many fun free snacks and treats and the coffee bar was to die for. I will absolutely be returning - thank you Krista!

Overall relaxing stay and trip to Greenport. Sherri is very communicative and her instructions and listing is clear and accurate. The condo is well decorated and clean and has everything you need for a nice weekend. One thing to note- we were aware check in is between 3 and 5 pm based on the listing (wound up being around 4) but it would be nice for it to be earlier. Still 5 stars though!

Incredible stay at #19 The Bridge the whole 3rd floor with two comfy family inviting areas to hang out and enjoy, large tv in every space, 4 great bedrooms with new mattress so comfy, luggage holder and greeted with fresh towels in every bedroom and great sound machines, chargers and ceiling fans in each bedroom. Bathroom one with jet tub, shower and bidet, beautiful tile and clean! Kitchen had all the plates, glasses and utensils, pots and pans needed and an awesome coffee station we enjoyed cooking breakfast every morning and then enjoyed at the family table large enough for 10-people if needed and a high chair provided for our grand baby! Rooftop outside table was great for enjoying the gorgeous view of beautiful Old Colony Beach! Short block walk to private Old Colony Beach made for an amazing family vacation! We can’t wait to come back and make this an annual stay. Thank you Peter for making #19 our new vacation spot.